Hey Chicago! May 2025 is starting to get busy again. Start with the AAPI Food Crawl in Wicker Park, then enjoy Mexico Fest at Navy Pier and the Lincoln Square Ravenswood Wine Stroll. Don’t forget Kids Free Day at the Chicago Children’s Museum – we love this museum!

With farmers’ markets beginning around the city, check out Lincoln Park Mayfest, and explore Vintage Store Day. Marvel fans young and old can’t miss the Spider-Man exhibition at MSI!

Wrap up the month at the Windy City Hot Dog Fest, which was a fun one to try different variations of hot dogs (there was some really unique ones last time we went!). Let me know which ones you are thinking about checking out this May.

• AAPI Food Crawl in Wicker Park May 1-31

• For the Record at NoMI Lounge every Sunday – check their IG for the different themes! We went for Miles Davis!

• Farmers’ Markets open! – we have a huge guide!

• Lincoln Square Ravenswood Wine Stroll May 1

• Mexico Fest at Navy Pier May 2-4

• Marche Prive Market at The Promontory May 3

• Kids Free Day at Chicago Children’s Museum May 4

• Saturday Night at the Zoo – Adults Night Out at LPZoo May 10 – tickets do sell out for this!

• The Trashy Mother Earth Market at Gallagher Way May 10

• Día de los niños y libros: A Celebration of Children and Books at Harold Washington Library May 10

• Lincoln Park Mayfest May 16-18

• Vintage Store Day May 17

• Millennium Park Summer Workouts begin May 17

• Fourth Annual Pullman Railroad Days May 17-18

• Marvel’s Spider-Man: Beyond Amazing – The Exhibition at MSI opens May 22

• Belmont Sheffield Music Festival May 23-25

• SummerSalt Market at Salt Shed May 24-25 – I have found some great vintage finds here.

• Windy City Hot Dog Fest May 30-Jun 1 – fun, family friendly fest. We hung out at Gracie O’Malleys during the fest, they had their windows open and we came and went. It was fun!

Have a great month!

Christine